KR840005117A - 2-(2-아미노티아졸-4-일) 글리옥실산 유도체 또는 이의 염의 제조방법 및 이들 중간체와 중간체의 제조방법 - Google Patents

2-(2-아미노티아졸-4-일) 글리옥실산 유도체 또는 이의 염의 제조방법 및 이들 중간체와 중간체의 제조방법 Download PDF

Info

Publication number
KR840005117A
KR840005117A KR1019830002682A KR830002682A KR840005117A KR 840005117 A KR840005117 A KR 840005117A KR 1019830002682 A KR1019830002682 A KR 1019830002682A KR 830002682 A KR830002682 A KR 830002682A KR 840005117 A KR840005117 A KR 840005117A
Authority
KR
South Korea
Prior art keywords
general formula
formula
preparing
reacting
intermediates
Prior art date
Application number
KR1019830002682A
Other languages
English (en)
Other versions
KR860001027B1 (ko
Inventor
히로시 사다끼 (외 7)
Original Assignee
나까노 다다오
도야마 가까꾸 고교 가부시기 가이샤
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP57103108A external-priority patent/JPS58222048A/ja
Priority claimed from JP57103109A external-priority patent/JPS58222076A/ja
Priority claimed from JP58078201A external-priority patent/JPS59204179A/ja
Application filed by 나까노 다다오, 도야마 가까꾸 고교 가부시기 가이샤 filed Critical 나까노 다다오
Publication of KR840005117A publication Critical patent/KR840005117A/ko
Application granted granted Critical
Publication of KR860001027B1 publication Critical patent/KR860001027B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/48—Acylated amino or imino radicals by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof, e.g. carbonylguanidines
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

내용 없음

Description

2-(2-아미노 티아졸-4-일)글리옥실산 유도체 또는 이의 염의 제조방법 및 이들 중간체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 다음 일반식(Ⅱ)의 화합물 또는 이의 염을 디알킬설폭시드 또는 디아르알킬설폭시드와 반응시키고 생성된 다음 일반식(Ⅲ)의 화합물 또는 이의염을 가수분해 함을 특징으로 하는 다음 일반식(Ⅰ)의 2-(2-아미노티아졸-4-일)글리옥실산 유도체의 제조 방법.
    상기일반식에서, R1은 보호될 수 있는 아미노 그룹이며, X1은 할로겐원자이며 또한 R2는 알킬 또는 아르알킬이다.
  2. 제 1 항에 있어서 X1이 염소원자인 방법.
  3. 제 1 항 또는 2항에 있어서, R1이 아미노그룹 또는 포르밀아미노 그룹인 방법.
  4. 제 1 내지 3항중 어느한항에 있어서, 디메틸설폭시드를 사용하는 방법.
  5. 제 1 항에 있어서, 디알킬설폭시드 또는 디아르알킬설폭시드와의 반응을 10°내지 80℃의 온도에서 효과적으로 수행하는 방법.
  6. 다음 일반식(Ⅵa)의 1, 4-디할로게노부탄-2, 3-디온을 다음 일반식(Ⅶ)의 티오우레아와 반응시키거나, 필요한 경우, 반응생성물을 다알킬 설폭시드 또는 디아르알킬설폭시드와 반응시킴을 특징으로 하는 다음 일반식(Ⅷ)의 2-아미노 티아졸 유도체 또는 이의 염의제조 방법.
    상기 일반식에서, R1은 보호될 수 있는 아미노 그룹이며, R3는 모노할로게노메틸, 알킬티오카보닐 또는 아르알킬티오카보닐 그룹이며,또한 서로 같거나 다른 X1및 X2a는 할로겐 원자이다.
  7. 제 6 항에 있어서, 티오우레아와의 반응을 -50°내지 10℃에서 효과적으로 수행하는 방법.
  8. 부탄-2, 3-디온을 할로겐화제와 반응시킨 다음 생성한 다음 일반식(Ⅴ)의 화합물을 할로겐화제와 반응시킴을 특징으로 하는 다음 일반식(Ⅵ)의 1, 4-디할로게노부탄-2, 3-디온의 제조방법.
    상기일반식에서, X1은 할로겐 원자이며, 또한X2는 X1과 다른 할로겐 원자이다.
  9. 제 8 항에 있어서 X1이 염소원자이고 X2가 브롬원자인 방법.
  10. 제 8 항에 있어서 할로겐화를 10℃내지 용매의 환류온도에서 효과적으로 수행하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830002682A 1982-06-17 1983-06-16 2-(2-아미노 티아졸-4-일)글리옥실산 유도체 및 그 중간체의 제조방법 KR860001027B1 (ko)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP57103108A JPS58222048A (ja) 1982-06-17 1982-06-17 １―ブロモ―４―クロロブタン―２，３―ジオン
JP82-103109 1982-06-17
JP57103109A JPS58222076A (ja) 1982-06-17 1982-06-17 ２−アミノチアゾ−ル誘導体
JP103,108 1982-06-17
JP83-78201 1983-05-06
JP58078201A JPS59204179A (ja) 1983-05-06 1983-05-06 ２―（２―アミノチアゾール―４―イル）グリオキシル酸誘導体またはその塩の製造法
JP82-103108 1983-05-06

Publications (2)

Publication Number Publication Date
KR840005117A true KR840005117A (ko) 1984-11-03
KR860001027B1 KR860001027B1 (ko) 1986-07-28

Family

ID=27302641

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019830002682A KR860001027B1 (ko) 1982-06-17 1983-06-16 2-(2-아미노 티아졸-4-일)글리옥실산 유도체 및 그 중간체의 제조방법

Country Status (21)

Country Link
US (2) US4563534A (ko)
KR (1) KR860001027B1 (ko)
AT (1) AT380877B (ko)
AU (1) AU542287B2 (ko)
BE (1) BE897063A (ko)
CA (1) CA1191512A (ko)
DE (2) DE3348173C2 (ko)
DK (3) DK161073C (ko)
ES (3) ES8502697A1 (ko)
FI (1) FI85470C (ko)
FR (3) FR2528839B1 (ko)
GB (2) GB2122988B (ko)
IL (1) IL68931A0 (ko)
IT (1) IT1171839B (ko)
MX (1) MX156981A (ko)
NL (1) NL8302151A (ko)
NO (1) NO161114C (ko)
NZ (1) NZ204609A (ko)
PH (3) PH18261A (ko)
PT (1) PT76880B (ko)
SE (3) SE452981B (ko)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2122988B (en) 1982-06-17 1986-06-11 Toyama Chemical Co Ltd Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates
AU567990B2 (en) * 1982-06-17 1987-12-10 Toyama Chemical Co. Ltd. Halogenated vicinal diketones
DE3412293A1 (de) * 1984-04-03 1985-10-03 Basf Ag, 6700 Ludwigshafen Thiazolderivate
US5484928A (en) * 1984-04-10 1996-01-16 Biochemie Gesellschaft M.B.H. 2-(2-aminothiazol-4-yl)-2-oxoacetic acid derivatives
EP0407651A3 (en) * 1989-07-10 1991-08-07 J. Uriach & Cia. S.A. Use of 1,3-diisobutyl-8-methylxanthine as a bronchodilator and antiallergy agent
EP3405011A1 (en) * 2017-05-16 2018-11-21 Arjo Wiggins Fine Papers Limited Paper-in-resin electronics - process for producing it and application in manufactured products

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2821555A (en) * 1957-01-07 1958-01-28 Dow Chemical Co 1-bromo-2, 3-butanedione and its 3-oxime derivative
US4191762A (en) * 1974-03-14 1980-03-04 Fujisawa Pharmaceutical Co., Ltd. 2-Lower alkyl-7-substituted amino-2 or 3-cephem-4-carboxylic acid compounds
DE2710902A1 (de) * 1977-03-12 1978-09-21 Hoechst Ag Cephemderivate und verfahren zu ihrer herstellung
US4390534A (en) * 1978-12-29 1983-06-28 Fujisawa Pharmaceutical Co., Ltd. Cephem and cepham compounds
US4308391A (en) * 1979-10-01 1981-12-29 Monsanto Company 2-Amino-4-substituted-thiazolecarboxylic acids and their derivatives
NL8100539A (nl) * 1980-02-12 1981-09-01 Rhone Poulenc Ind Nieuwe thiolesters, de bereiding daarvan en hun gebruik bij syntheses.
CH642957A5 (de) * 1980-02-18 1984-05-15 Lonza Ag Verfahren zur herstellung von (2-aminothiazol-4-yl)-essigsaeure-hydrochlorid.
US4374843A (en) * 1980-10-14 1983-02-22 Pfizer Inc. 2-Guanidino-4-heteroarylthiazoles
GB2122988B (en) 1982-06-17 1986-06-11 Toyama Chemical Co Ltd Process for producing 2-(2-aminothiazol-4-yl) glyoxylic acid derivative; intermediates

Also Published As

Publication number Publication date
DK163582C (da) 1992-08-10
KR860001027B1 (ko) 1986-07-28
NO161114B (no) 1989-03-28
ES523348A0 (es) 1985-01-16
DK161073B (da) 1991-05-27
SE8701192L (sv) 1987-03-23
DE3321127A1 (de) 1983-12-22
DK161073C (da) 1991-11-18
PH19985A (en) 1986-08-28
PT76880A (en) 1983-07-01
GB2122988B (en) 1986-06-11
GB8518464D0 (en) 1985-08-29
FI85470B (fi) 1992-01-15
PH18261A (en) 1985-05-14
ES530213A0 (es) 1985-07-16
FR2540860B1 (fr) 1988-03-25
FI832152L (fi) 1983-12-18
SE8701193L (sv) 1987-03-23
DK229090D0 (da) 1990-09-21
PT76880B (en) 1986-01-27
AT380877B (de) 1986-07-25
AU542287B2 (en) 1985-02-14
FR2540873B1 (fr) 1987-01-02
SE8303465D0 (sv) 1983-06-16
FI85470C (fi) 1992-04-27
DK229090A (da) 1990-09-21
MX156981A (es) 1988-10-18
ES8506572A1 (es) 1985-07-16
IT8348504A0 (it) 1983-06-15
DK163816B (da) 1992-04-06
ES8507522A1 (es) 1985-09-01
NO161114C (no) 1989-07-05
ES8502697A1 (es) 1985-01-16
DK163816C (da) 1992-09-21
CA1191512A (en) 1985-08-06
US4563534A (en) 1986-01-07
ES530212A0 (es) 1985-09-01
AU1550083A (en) 1983-12-22
IL68931A0 (en) 1983-10-31
DK278883D0 (da) 1983-06-16
BE897063A (fr) 1983-12-16
FR2528839B1 (fr) 1987-01-02
US4667040A (en) 1987-05-19
SE8303465L (sv) 1983-12-18
NL8302151A (nl) 1984-01-16
FR2540860A1 (fr) 1984-08-17
DK229190A (da) 1990-09-21
GB2167410A (en) 1986-05-29
DK163582B (da) 1992-03-16
FR2528839A1 (fr) 1983-12-23
PH20516A (en) 1987-01-26
IT1171839B (it) 1987-06-10
DK278883A (da) 1983-12-18
GB8315700D0 (en) 1983-07-13
NO832178L (no) 1983-12-19
FR2540873A1 (fr) 1984-08-17
SE8701192D0 (sv) 1987-03-23
FI832152A0 (fi) 1983-06-14
DE3321127C2 (ko) 1988-06-01
DK229190D0 (da) 1990-09-21
NZ204609A (en) 1985-12-13
GB2122988A (en) 1984-01-25
SE452981B (sv) 1988-01-04
DE3348173C2 (ko) 1989-10-05
ATA219783A (de) 1985-12-15
GB2167410B (en) 1986-11-05
SE8701193D0 (sv) 1987-03-23

Similar Documents

Publication Publication Date Title
US3547917A (en) 2-amino-4-methylthiazole-5-carboxamides
KR870003989A (ko) 치환 및 이치환 피리딘-2,3-디카르복실레이트의 제조방법과 치환된 니코티네이트의 제조방법
KR860002511A (ko) 세팔로스포린 화합물의 제조방법
KR840005117A (ko) 2-(2-아미노티아졸-4-일) 글리옥실산 유도체 또는 이의 염의 제조방법 및 이들 중간체와 중간체의 제조방법
KR930007938A (ko) 시클릭 치환 이미다졸릴-프로펜산 유도체
US4363913A (en) Preparation of 2-aminobenzothiazoles
US3458526A (en) Certain 2-amino-4,5-bis(p-methoxyphenyl)thiazoles
KR960007594A (ko) 2,3- 다리걸친 1,4-디히드로피리딘, 그의 제조 방법 및 그의 약제로서의 용도
SU513624A3 (ru) Способ получени производных 2-пиперазинил-тиазола
ATE68791T1 (de) Chemisches verfahren.
GB1601019A (en) Process for the preparation of sulphoalkyl quaternary salts of tertiary amines
US4059589A (en) Process for formylation
KR900005111B1 (ko) 4-히드록시-3-(헤테로시클로카르바모일)-2h-1,2-벤조티아진-1,1-디옥시드의 제조 방법
EP0839801A3 (en) Production of benzophenone derivatives
Lo et al. 5-Alkoxymethylenerhodanines and their Reactions with Rhodanines1
KR930019635A (ko) 3-히드록시메틸-1-프로파르길이미다졸리딘-2,4-디온의 제조방법
HUT40995A (en) Process for producing esters of 4-/acyloxy/-3-oxo-butiric acid
EP0619815B1 (en) Process for the preparation of 4-methyl-5-(2-chloroethyl)-thiazole and analogues thereof
KR880009918A (ko) 시아노구아니딘 유도체 및 그 제조법
US3334082A (en) Urea and benzothiazolium complexes
KR870007173A (ko) 1-(아실아미노메틸) 이미다조[1,2-a] 퀴놀린 유도체, 그의 제법 및 그의 치료에의 응용
US3164613A (en) Hydroxybenzothiazoles and methods of preparing same
KR880000404A (ko) N-(이미다졸릴메틸)디페닐아조메틴, 그의 제법 및 치료에의 응용
RU2103264C1 (ru) Способ получения производных тиазола или их солей присоединения кислот, 5-хлор-3-тиоцианато-2-алканон и способ его получения
KR840004094A (ko) 4-하이드록시-2-메틸-2h-1,2-벤조티아진-3-카복스아마이드-1,1-디옥사이드의 제조방법

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 19950517

Year of fee payment: 10

LAPS Lapse due to unpaid annual fee